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Study on the Hydration of α-Pinene Catalyzed by α-Hydroxycarboxylic Acid–Boric Acid Composite Catalysts

In this study, seven types of α-hydroxycarboxylic acids were selected to form composite catalysts with boric acid, and their catalytic properties were studied using the catalytic hydration of α-pinene. The results showed that the composite catalyst of boric acid and tartaric acid had the highest cat...

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Autores principales: Meng, Zhonglei, Qin, Rongxiu, Wen, Rusi, Li, Guiqing, Liang, Zhongyun, Xie, Junkang, Yang, Zhangqi, Zhou, Yonghong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10096544/
https://www.ncbi.nlm.nih.gov/pubmed/37049965
http://dx.doi.org/10.3390/molecules28073202
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author Meng, Zhonglei
Qin, Rongxiu
Wen, Rusi
Li, Guiqing
Liang, Zhongyun
Xie, Junkang
Yang, Zhangqi
Zhou, Yonghong
author_facet Meng, Zhonglei
Qin, Rongxiu
Wen, Rusi
Li, Guiqing
Liang, Zhongyun
Xie, Junkang
Yang, Zhangqi
Zhou, Yonghong
author_sort Meng, Zhonglei
collection PubMed
description In this study, seven types of α-hydroxycarboxylic acids were selected to form composite catalysts with boric acid, and their catalytic properties were studied using the catalytic hydration of α-pinene. The results showed that the composite catalyst of boric acid and tartaric acid had the highest catalytic activity. With an α-pinene, water, acetic acid, tartaric acid, and boric acid mass ratio of 10:10:25:0.5:0.4, the reaction temperature was 60 °C, the reaction time was 24 h, the conversion of α-pinene was 96.1%, and the selectivity of terpineol was 58.7%. The composite catalyst composed of boric acid and mandelic acid directly catalyzed the hydration of α-pinene in the absence of a solvent. Under the optimal conditions, the conversion of α-pinene reached 96.1%, and the selectivity of terpineol was 55.5%. When the composite catalyst catalyzed α-pinene to synthesize terpineol in one step, the terpineol was optically active, and terpineol synthesized using the two-step method with the dehydration of p-menthane-1,8-diol monohydrate was racemic. These composite catalysts may offer good application prospects in the synthesis of terpineol.
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spelling pubmed-100965442023-04-13 Study on the Hydration of α-Pinene Catalyzed by α-Hydroxycarboxylic Acid–Boric Acid Composite Catalysts Meng, Zhonglei Qin, Rongxiu Wen, Rusi Li, Guiqing Liang, Zhongyun Xie, Junkang Yang, Zhangqi Zhou, Yonghong Molecules Article In this study, seven types of α-hydroxycarboxylic acids were selected to form composite catalysts with boric acid, and their catalytic properties were studied using the catalytic hydration of α-pinene. The results showed that the composite catalyst of boric acid and tartaric acid had the highest catalytic activity. With an α-pinene, water, acetic acid, tartaric acid, and boric acid mass ratio of 10:10:25:0.5:0.4, the reaction temperature was 60 °C, the reaction time was 24 h, the conversion of α-pinene was 96.1%, and the selectivity of terpineol was 58.7%. The composite catalyst composed of boric acid and mandelic acid directly catalyzed the hydration of α-pinene in the absence of a solvent. Under the optimal conditions, the conversion of α-pinene reached 96.1%, and the selectivity of terpineol was 55.5%. When the composite catalyst catalyzed α-pinene to synthesize terpineol in one step, the terpineol was optically active, and terpineol synthesized using the two-step method with the dehydration of p-menthane-1,8-diol monohydrate was racemic. These composite catalysts may offer good application prospects in the synthesis of terpineol. MDPI 2023-04-04 /pmc/articles/PMC10096544/ /pubmed/37049965 http://dx.doi.org/10.3390/molecules28073202 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Meng, Zhonglei
Qin, Rongxiu
Wen, Rusi
Li, Guiqing
Liang, Zhongyun
Xie, Junkang
Yang, Zhangqi
Zhou, Yonghong
Study on the Hydration of α-Pinene Catalyzed by α-Hydroxycarboxylic Acid–Boric Acid Composite Catalysts
title Study on the Hydration of α-Pinene Catalyzed by α-Hydroxycarboxylic Acid–Boric Acid Composite Catalysts
title_full Study on the Hydration of α-Pinene Catalyzed by α-Hydroxycarboxylic Acid–Boric Acid Composite Catalysts
title_fullStr Study on the Hydration of α-Pinene Catalyzed by α-Hydroxycarboxylic Acid–Boric Acid Composite Catalysts
title_full_unstemmed Study on the Hydration of α-Pinene Catalyzed by α-Hydroxycarboxylic Acid–Boric Acid Composite Catalysts
title_short Study on the Hydration of α-Pinene Catalyzed by α-Hydroxycarboxylic Acid–Boric Acid Composite Catalysts
title_sort study on the hydration of α-pinene catalyzed by α-hydroxycarboxylic acid–boric acid composite catalysts
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10096544/
https://www.ncbi.nlm.nih.gov/pubmed/37049965
http://dx.doi.org/10.3390/molecules28073202
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